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Arylboronic Acid Catalyzed Dehydrative Mono-/Dialkylation Reactions of β‑Ketoacids and Alcohols

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posted on 2022-01-19, 13:35 authored by Haipeng Hu, Xin Wu, Yuqian Qiu, Cuilin Wang, Wei Wang, Guizhou Yue, Hanguang Wang, Juhua Feng, Guangtu Wang, Hailiang Ni, Ping Zou
The dehydrative mono-/dialkylation reactions of alcohols and β-ketoacids were realized under arylboronic acid catalysis, furnishing a series of β-aryl ketones and β-ketoesters in yields of 15–99%, with CO2 and H2O being the byproducts. In this context, the decarboxylative alkylation reaction occurred to give β-aryl ketones at 50 °C, while the decarboxylation was suppressed to generate dialkylated ester products at 0 °C. A possible catalytic cycle was proposed based on control experiments.

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